IP Library Granted Patent US 10,100,252
Granted Patent B2
US 10,100,252 · App. 15/592,197 · Granted Oct 16, 2018

Liquid crystal composition and liquid crystal display device

Inventor: Eiji Okabe (Chiba, JP)
Assignees: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
C09K19/3491C09K19/20C09K19/3066G02F1/29C09K2019/0466C09K2019/123C09K2019/181C09K2019/304C09K2019/3019C09K2019/3422
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Quick Facts
Patent No.
US 10,100,252
App. No.
15/592,197
Granted
Oct 16, 2018
Kind
B2
Abstract

Shown is a liquid crystal composition satisfying at least one or having suitable balance regarding at least two of characteristics such as high maximum or low minimum temperature of a nematic phase, large optical anisotropy, large positive dielectric anisotropy and high stability to ultraviolet light, a liquid crystal display device including such a composition, particularly including an encapsulated composition, and a liquid crystal display device including the composition serving as a constituent of 3D lens. The liquid crystal composition contains a specific compound having large optical anisotropy as a first component, and a specific compound having large optical anisotropy and positive dielectric anisotropy as a second component; a specific compound having large positive dielectric anisotropy as a third component; and a specific compound having large optical anisotropy and further having high maximum or low minimum temperature as a fourth component, and the liquid crystal display device includes the composition.

Claims (24)

1. A liquid crystal composition, having a positive dielectric anisotropy, containing at least one compound selected from compounds represented by formula (1) as a first component, and at least one compound selected from the group of compounds represented by formula (2-1) and formula (2-2) as a second component, wherein a proportion of a compound represented by formula (1) is 7% by weight to 70% by weight based on the weight of the liquid crystal composition:

wherein, in formula (1), formula (2-1) and formula (2-2), R 11 , R 12 , R 21 and R 22 are independently hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 11 , R 12 , R 21 and R 22 , at least one piece of hydrogen may be replaced by halogen; ring A 11 and ring A 12 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which at least one piece of hydrogen may be replaced by halogen, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl or pyridine-2,5-diyl; ring A 21 and ring A 24 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which at least one piece of hydrogen may be replaced by halogen, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl, or benzothiophene-2,6-diyl in which at least one piece of hydrogen may be replaced by halogen;

ring A 22 , ring A 23 , ring A 25 and ring A 26 are independently 1,4-phenylene in which at least one piece of hydrogen may be replaced by fluorine; a and b are independently 0, 1, 2, 3 or 4, and a sum of a and b is 4 or less, and when a or b is 2 or more, a plurality of ring A 11 , ring A 12 , Z 12 and Z 13 may be identical or different; c and d are independently 0, 1 or 2, and when c or d represents 2, a plurality of ring A 21 , Z 21 , ring A 24 and Z 23 may be identical or different, respectively; Z 11 is a single bond or —O—, and when the terminal of R 11 adjacent to Z 11 is —O—, Z 11 is a single bond; and

Z 12 and Z 13 are independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —CF═CF—, —C≡C—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —(CH 2 ) 4 —, —(CH 2 ) 2 CF 2 O—, —(CH 2 ) 2 OCF 2 — —CF 2 O(CH 2 ) 2 —, —OCF 2 (CH 2 ) 2 —, —CH═CH—(CH 2 ) 2 — or —(CH 2 ) 2 —CH═CH—; Z 21 , Z 22 , Z 23 and Z 24 are independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —CF═CF—, —C≡C—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —(CH 2 ) 4 —, —(CH 2 ) 2 CF 2 O—, —(CH 2 ) 2 OCF 2 —, —CF 2 O(CH 2 ) 2 —, —OCF 2 (CH 2 ) 2 —, —CH═CH—(CH 2 ) 2 — or —(CH 2 ) 2 —CH═CH—; X 11 is hydrogen, fluorine or chlorine; X 21 , X 22 , X 23 and X 24 are independently hydrogen or fluorine; and Y 21 and Y 22 are independently fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen.

2. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (1-1) to formula (1-8) as the first component:

wherein, in the formulas, R 11 and R 12 are independently hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 11 and R 12 , at least one piece of hydrogen may be replaced by halogen.

3. The liquid crystal composition according to claim 1 , containing at least one compound selected from the group of compounds represented by formula (2-1-1) to formula (2-1-19) and formula (2-2-1) to formula (2-2-3) as the second component:

wherein, in the formulas, R 21 and R 22 are independently hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 21 and R 22 , at least one piece of hydrogen may be replaced by halogen.

4. The liquid crystal composition according to claim 1 , wherein a proportion of a compound represented by formula (2-1) and formula (2-2) is in the range of 10% by weight to 70% by weight based on the weight of the liquid crystal composition.

5. The liquid crystal composition according to claim 1 , further containing at least one compound selected from compounds represented by formula (3) as a third component:

wherein, in formula (3), R 31 is hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 31 , at least one piece of hydrogen may be replaced by halogen; ring A 31 is 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene in which at least one piece of hydrogen may be replaced by halogen, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl or pyridine-2,5-diyl; and

ring A 32 is 1,4-phenylene in which at least one piece of hydrogen may be replaced by halogen; Z 3′ and Z 32 are independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —CF═CF—, —C≡C—, —COO—, —OCO—, —CH 2 O—, —OCH 2 —, —(CH 2 ) 4 —, —(CH 2 ) 2 CF 2 O—, —(CH 2 ) 2 OCF 2 —, —CF 2 O(CH 2 ) 2 —, —OCF 2 (CH 2 ) 2 —, —CH═CH—(CH 2 ) 2 — or —(CH 2 ) 2 —CH═CH—; X 31 and X 32 are independently hydrogen or fluorine; Y 31 is fluorine, chlorine, alkyl having 1 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen, alkoxy having 1 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen, or alkenyl having 2 to 12 carbons in which at least one piece of hydrogen may be replaced by halogen; and e is 0, 1, 2 or 3, and when e represents 2 or 3, a plurality of ring A 31 and Z 31 may be identical or different, respectively.

6. The liquid crystal composition according to claim 5 , containing at least one compound selected from the group of compounds represented by formulas (3-1) to (3-12) as the third component:

wherein, in the formulas, R 31 is hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 31 , at least one piece of hydrogen may be replaced by halogen.

7. The liquid crystal composition according to claim 5 , wherein a proportion of the third component is in the range of 0% by weight to 50% by weight based on the weight of the liquid crystal composition.

8. The liquid crystal composition according to claim 1 , further containing at least one compound selected from compounds represented by formula (4) as a fourth component:

wherein, in formula (4), R 41 and R 42 are independently hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 41 and R 42 , at least one piece of hydrogen may be replaced by halogen; ring A 41 and ring A 42 are independently 1,4-cyclohexylene, 1,4-cyclohexenylene,1,4-phenylene in which at least one piece of hydrogen may be replaced by halogen, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl or pyridine-2,5-diyl; Z 41 and Z 42 are independently a single bond, —(CH 2 ) 2 —, —CH═CH—, —CF═CF—, —C≡C—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —(CH 2 ) 4 —, —(CH 2 ) 2 CF 2 O—, —(CH 2 ) 2 OCF 2 —, —CF 2 O(CH 2 ) 2 —, —OCF 2 (CH 2 ) 2 —, —CH═CH—(CH 2 ) 2 — or —(CH 2 ) 2 —CH═CH—; and f is 0, 1 or 2, and when f represents 2, a plurality of ring A 42 and Z 42 may be identical or different, respectively.

9. The liquid crystal composition according to claim 8 , containing at least one compound selected from the group of compounds represented by formula (4-1) to formula (4-16) as the fourth component:

wherein, in the formulas, R 41 and R 42 are independently hydrogen, alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons or alkenyl having 2 to 12 carbons, and in the alkyl, arbitrary non-adjacent —CH 2 — may be replaced by —O—, and in R 41 and R 42 , at least one piece of hydrogen may be replaced by halogen.

10. The liquid crystal composition according to claim 8 , wherein a proportion of the fourth component is in the range of 0% by weight to 80% by weight based on the weight of the liquid crystal composition.

11. The liquid crystal composition according to claim 1 , wherein an optical anisotropy (measured at 25° C.) at a wavelength of 589 nanometers is in the range of 0.20 to 0.35, and a dielectric anisotropy (measured at 25° C.) at a frequency of 1 kHz is in the range of 8 to 40.

12. A liquid crystal display device, including the liquid crystal composition according to claim 1 .

13. A liquid crystal display device, including the liquid crystal composition according to claim 1 , wherein the liquid crystal composition according to claim 1 is encapsulated.

14. A liquid crystal display device, including the liquid crystal composition according to claim 1 , wherein the liquid crystal composition according to claim 1 is used in a lens to be used in switching between 2D and 3D.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2025
From: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
To: JIANGSU HECHENG DISPLAY TECHNOLOGY CO., LTD.
Reel/Frame 072472/0393 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2017
From: OKABE, EIJI
To: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
Reel/Frame 042432/0555 →
Priority Claims (1)
JP 2016-118984 · Jun 15, 2016 · national
Continuity (1)
Related Publication 20170362507A1 · Dec 21, 2017